ChemInform Abstract: Dramatic Influence on the Olefinic Geometry in the Nickel(0)-Catalyzed Coupling Reaction of 1,3-Dienes and Aldehydes Using N-Heterocyclic Carbene as a Ligand.
Abstract
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ChemInform Abstract
Coupling of diene (I) with aromatic aldehydes and silane (III) in the presence of an in situ generated catalytic Ni(0)—heterocyclic carbene complex proceeds with absolute (Z)-stereoselectivity. Since the analogous reaction in the presence of a catalytic Ni(0)—phosphine complex furnishes the coupling products with (E)-selectivity (presented previously), a different reaction mechanism must be proposed.